I'm not a fan of him, and so I didn't expect to find it funny.
But not only is it not at all funny, its a blatantly obvious rip-off of Curb Your Enthusiasm. The day-to-day life of a cynical comedian.
The only difference is, Curb is absolutely amusing, while Jack Dee's version is both unfunny and also really really boring.
I know Extras ripped Curb off, but at least it regularly made you laughoutloud.